HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromo-4-chlorobenzonitrile → 4-(5-Chloro-2-cyanophenyl)-6-methoxypyridin-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromo-4-chlorobenzonitrile | HCID 23498524 | — |
| Reactant | (5-Cyano-2-methoxypyridin-4-YL)boronic acid | HCID 123949662 | — |
| Product | 4-(5-Chloro-2-cyanophenyl)-6-methoxypyridin-3-carbonitrile | HCID 117604910 | — |
Reaction Steps
600 mg (purity 89%, 3.0 mmol) of 5-cyano-2-methoxypyridin-4-ylboronic acid and 649 mg (3.0 mmol) of 2-bromo-4-chlorobenzonitrile in the presence of [1,1-bis(diphenylphosphino)ferrocene]palladium(II) chloride/dichloromethane monoadduct were reacted according to General Method 2A. After aqueous work-up, the crude product was triturated with water and then with cyclohexane/ethyl acetate (7:3), and the solid was filtered off and dried under high vacuum. Yield: 399 mg (purity 94%, 46% of theory)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434690B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-f3ab9270d65d41a6a98dc397b582fa8a |
| Source note | uspto-grants-2016_09 |